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4H-1-Benzopyran-4-one, 2,3-dihydro-7-hydroxy-2-(4-hydroxyphenyl)-

PubChem CID: 1889

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Compound Synonyms DL-Liquiritigenin, 69097-97-8, (+/-)-Liquiritigenin, 41680-09-5, 4H-1-Benzopyran-4-one, 2,3-dihydro-7-hydroxy-2-(4-hydroxyphenyl)-, 7-hydroxy-2-(4-hydroxyphenyl)chroman-4-one, ( inverted exclamation markA)-Liquiritigenin, 7-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one, CHEMBL271939, (+/-)-4',7-Dihydroxyflavanone, , 7-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-4H-1-benzopyran-4-one, ()-Dihydrodaidzein, Liquiritin rhamnoside, MFCD00287289, (R/S)-Liquiritigenin, 7,4''-dihydroxyflavanone, 4'',7-Dihydroxyflavanone, cid_1889, Oprea1_134668, MLS000697612, SCHEMBL1071066, HY-N0377A, DTXSID90274339, DTXSID90961898, CHEBI:136678, FURUXTVZLHCCNA-UHFFFAOYSA-N, HMS2268K07, HMS3604C10, UCA09797, BDBM50228333, AKOS024462907, CCG-103352, NCGC00247525-01, NCGC00247525-03, SMR000470946, SY076300, CS-0145110, NS00097409, 7-Hydroxy-2-(4''-hydroxyphenyl)chroman-4-one, G85637, AE-848/32605044, B0005-464393, 7-Hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-4H-chromen-4-one, 7-Hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-4H-chromen-4-one #, 7-hydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one
Topological Polar Surface Area 66.8
Hydrogen Bond Donor Count 2.0
Heavy Atom Count 19.0
Description Isolated from Glycyrrhiza, Medicago, Myroxylon, Cicer and all Leguminosae subspecies Several glycosides, particularly the rutinoside and neohesperidoside, are important in influencing citrus fruit flavour [DFC]. Liquiritigenin is found in many foods, some of which are sorrel, roselle, pepper (c. annuum), and black crowberry.
Isotope Atom Count 0.0
Molecular Complexity 335.0
Database Name cmaup_ingredients;fooddb_chem_all;npass_chem_all;pubchem
Defined Atom Stereocenter Count 0.0
Uniprot Id n.a.
Iupac Name 7-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one
Prediction Hob 1.0
Class Flavonoids
Xlogp 2.2
Superclass Phenylpropanoids and polyketides
Subclass Flavans
Molecular Formula C15H12O4
Prediction Swissadme 0.0
Inchi Key FURUXTVZLHCCNA-UHFFFAOYSA-N
Fcsp3 0.1333333333333333
Logs -3.892
Rotatable Bond Count 1.0
Logd 2.504
Synonyms (2S)-Liquiritigenin, (S)-4',7-Dihydroxyflavanone, 2S,3-Dihydro-7-hydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one, 4',7-Dihydroxyflavanone, 5-DEOXYFLAVANONE, DFV, Liquiritigenin, Liquiritigenin rhamnosylglucoside, Liquiritin rhamnoside, Rhamnoliquiritin
Substituent Name Hydroxyflavonoid, Flavanone, 7-hydroxyflavonoid, 4'-hydroxyflavonoid, Chromone, 1-benzopyran, Benzopyran, Chromane, Aryl alkyl ketone, Aryl ketone, Phenol, Alkyl aryl ether, Benzenoid, Monocyclic benzene moiety, Ketone, Oxacycle, Organoheterocyclic compound, Ether, Hydrocarbon derivative, Organooxygen compound, Carbonyl group, Aromatic heteropolycyclic compound
Compound Name 4H-1-Benzopyran-4-one, 2,3-dihydro-7-hydroxy-2-(4-hydroxyphenyl)-
Kingdom Organic compounds
Prediction Hob Swissadme 0.0
Exact Mass 256.074
Formal Charge 0.0
Monoisotopic Mass 256.074
Hydrogen Bond Acceptor Count 4.0
Molecular Weight 256.25
Covalent Unit Count 1.0
Total Atom Stereocenter Count 1.0
Total Bond Stereocenter Count 0.0
Esol -3.2791618210526314
Inchi InChI=1S/C15H12O4/c16-10-3-1-9(2-4-10)14-8-13(18)12-6-5-11(17)7-15(12)19-14/h1-7,14,16-17H,8H2
Smiles C1C(OC2=C(C1=O)C=CC(=C2)O)C3=CC=C(C=C3)O
Nring 3.0
Defined Bond Stereocenter Count 0.0

  • 1. Outgoing r'ship FOUND_IN to/from Cicer Arietinum (Plant) Rel Props:Source_db:cmaup_ingredients;fooddb_chem_all;npass_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Dalbergia Odorifera (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 3. Outgoing r'ship FOUND_IN to/from Epimedium Koreanum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 4. Outgoing r'ship FOUND_IN to/from Glycyrrhiza Glabra (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 5. Outgoing r'ship FOUND_IN to/from Glycyrrhiza Inflata (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 6. Outgoing r'ship FOUND_IN to/from Glycyrrhiza Uralensis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 7. Outgoing r'ship FOUND_IN to/from Medicago Sativa (Plant) Rel Props:Source_db:fooddb_chem_all
  • 8. Outgoing r'ship FOUND_IN to/from Pisum Sativum (Plant) Rel Props:Source_db:fooddb_chem_all
  • 9. Outgoing r'ship FOUND_IN to/from Robinia Pseudoacacia (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 10. Outgoing r'ship FOUND_IN to/from Sophora Flavescens (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 11. Outgoing r'ship FOUND_IN to/from Spatholobus Suberectus (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all